Jacksonville

Travel Guide

A hat display in a store with various hats hanging on a rack.
A vintage green pickup truck parked in front of a house with a porch.
A mountainous landscape with a winding road, a small body of water, and dense forests.
A sunset over a grassy field with a horse grazing, a fence, and distant mountains.
A nighttime street scene with illuminated buildings and light trails from moving vehicles.

Delight in its wines, hike its picturesque trails and sightsee among many 19th-century buildings in this former gold rush town.

Jacksonville was founded on gold shortly after the first deposits of the precious metal were discovered in the area in 1851. Move to the present day to see many old buildings from the early years still standing. Visit these historical structures, travel into the lush countryside and sample local wines that the small town is known for.

Go on a trolley or self-guided walking tour of the town, which has been designated a national historic district. Among the many highlights are Sutton's Drug Store from 1856, the Table Rock Billiard Saloon from 1859 and the Jackson County Courthouse, which was built in 1883.

The town's old cemetery is divided into several sections based on affiliation to fraternal and religious organizations. Step inside the Beekman House, a late 19th-century Gothic-revival style home built for wealthy banker Cornelius C. Beekman.

Continue your journey of exploration on a wine-tasting trip. Jacksonville is part of the Southern Oregon Wine Country. Its warm climate has helped the growth of the local wine industry. Visit the town's tasting rooms and wineries.

Treat yourself to a shopping trip in Jacksonville’s small selection of independent stores. Purchase jewellery, clothes, handmade gifts and more.

For a change of scenery, enjoy the local countryside. Hike along the Jackson Woodlands Trails, which consist of more than 16 miles (26 kilometres) of footpaths. Find more hiking opportunities in Forest Park, which is also popular with mountain bikers. In the summer, try rafting and jet boating on the upper Rogue RiverOpens in a new window.

Jacksonville is located in Southwest Oregon’s Jackson County, about 30 miles (48 kilometres) north of the California and Oregon border. There are several ways to reach the town, including a 6-hour drive from San Francisco or a 7-hour drive from Seattle. Alternatively, fly into Rogue Valley International Airport in Medford, just 7 miles (11 kilometres) away. Let the town captivate you with its history, wines and natural scenery. At night, experience Jacksonville’s hospitality by dining in a cozy tavern or restaurant.

Where to stay in Jacksonville

Find the best Jacksonville areas and neighborhoods for the activities you enjoy most.

Jacksonville Historic District

Historic sites, restaurants, and shopping highlight some of the noteworthy features of Jacksonville Historic District. Make a stop by Jacksonville Cemetery or Kharmic Creations while you're exploring the neighborhood.
Wine Country Inn

Wine Country Inn

3 out of 5
830 N 5th St Jacksonville OR
The price is CA $172 per night from Nov 11 to Nov 12
CA $172
CA $190 total
Nov 11 - Nov 12
includes taxes & fees
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,001 reviews)
"We loved staying here! It is a charming hotel. The room was large, and very nice. The bed was comfortable. Loved the towels and the bathroom. Breakfast was your typical light continental but adequate. The staff were pleasant. 100% would recommend!"

Reviewed on Nov 6, 2026

Wine Country Inn
The Lindsay Lodge & Restaurant

The Lindsay Lodge & Restaurant

2 out of 5
15100 Oregon 238 Jacksonville OR
Fully refundableReserve now, pay when you stay
The price is CA $296 per night from Nov 21 to Nov 22
CA $296
CA $301 total
Nov 21 - Nov 22
includes taxes & fees
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Applegate Library and Billy Mountain are located ...
The Lindsay Lodge & Restaurant
Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville OR
The price is CA $153 per night from Nov 19 to Nov 20
CA $153
CA $175 total
Nov 19 - Nov 20
includes taxes & fees
Book a stay at this golf guesthouse in Jacksonville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Art Presence Art Center and Quady North ...
10/10 Exceptional! (249 reviews)
"Such a nice place, cozy and comfortable. Has everything you might need. Right on the Main street in and out of town, so it is conveniently located."

Reviewed on Oct 19, 2026

Charleen's Cottage~Couple Perfect!Great Location! A Gem!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Jacksonville OR
Book a stay at this family-friendly vacation home in Jacksonville. Enjoy free WiFi, private pools, and a garden. Popular attractions Britt Ridge Trail and Britt ...
9.6/10 Exceptional! (93 reviews)
"Very nice property will book it again with family and friends"

Reviewed on Sep 28, 2026

Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC

Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC

Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy a garden, laundry facilities, and patios. Popular attractions Cowhorn Vineyard and Buncom are located ...
10/10 Exceptional! (11 reviews)
"Beautiful and peaceful site. Enjoyed the visit from the deer everyday. Really clean and lovely"

Reviewed on Nov 2, 2026

Charming 4-bedroom house in Applegate Valley. Private river access, WiFi and AC
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

Jacksonville OR
Stay at this cottage in Jacksonville. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Red Lily Vineyards and Devitt Winery and Vineyards ...
9.8/10 Exceptional! (38 reviews)
"Wendy's cottage was great! The location by the river was lovely and walking to Red Lily was such a great bonus. It was a perfect spot to land for a short a weekend in wine country."

Reviewed on Sep 18, 2026

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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